HCID 67437272, compound → HCID 67435850, compound

HRID 1663252Notes

Reaction equation

HRID 1663252 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16](=[O:47])[CH2:17][NH:18][C:19](=[O:46])[CH2:20][CH:21]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[N:22]2[S:35]([C:38]2[CH:43]=[CH:42][C:41]([Cl:44])=[C:40]([Cl:45])[CH:39]=2)(=[O:37])=[O:36])[CH2:10][CH2:9]1)=O)(C)(C)C>C(OCC)(=O)C.C(OCC)C>[ClH:44].[Cl:45][C:40]1[CH:39]=[C:38]([S:35]([N:22]2[CH:21]([CH2:20][C:19]([NH:18][CH2:17][C:16](=[O:47])[NH:15][CH2:14][CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:46])[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]2=3)(=[O:37])=[O:36])[CH:43]=[CH:42][C:41]=1[Cl:44]

Participants

4

Reactant 1

HCID 67437272HCID 67437272, compound

Product 1

HCID 67435850HCID 67435850, compoundYield 199.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 4-[(2-{2-[5-(3,4-dichloro-benzenesulfonyl)-5,6-dihydro-phenanthridin-6-yl]-acetylamino}-acetylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (140 mg, 0.2 mmol) in ethyl acetate (5 mL) 2.4M hydrogen chloride in ethyl acetate (4 mL, 9.6 mmol) was added. The reaction mixture was stirred at room temperature overnight, then diluted with diethyl ether (25 mL). The precipitated product was filtered off and washed with diethyl ether to yield 127 mg (87%) of the title compound as white crystals. MS (EI) 602.2 (MH+).

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-dbb93d9347c64eef9c2bab77eaa590ca
Source dataset
uspto-grants-2011_10
Patent number
US08034827B2

Reaction notes

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